Jen Abel

Co-founder of JJELLYFISH, founder-led enterprise sales

Jen Abel co-founded JJELLYFISH, where she and her team help early stage founders learn how to sell. Before that she was an enterprise sales director at The Muse and General Assembly. She tells founders to vision cast: sell to a gap, don't sell to a problem. A pitch to an executive has to carry the alpha, meaning what that person uncovers and unlocks with a net new tool.

Lenny's Podcast 01:11 01:23 Lenny's Podcast 11:06 Lenny's Podcast 10:49

  • Sales
Frameworks
1
Ideas
7
Recordings
1
Updated

Frameworks

Sales

The Mid-Market Illusion

The mid-market is not a segment. Below the line the user and buyer are one person; above it, procurement exists.

every single person has a different answer, right? It's either based off of revenue, it's either based off of market cap, it's based off of employee size.
Abel, on why the label fails Watch at 06:08
Read the framework

Disagreements

Is mid-market the safe default, or a fiction?

Jen Abel

treats the mid-market as a naming problem rather than a segment, because asking five people to define it returns five different answers built on revenue, market cap or headcount. She collapses it into two games, small business powered by marketing and enterprise carried by sales, and tells founders to go at tier-one logos early with an ACV headed for $75K to $150K.

Y Combinator

defaults early-stage companies to mid-market precisely because it is the softer target, arguing that enterprise sales cycles run too long for a young company to learn anything from. Faster iteration loops beat a bigger logo when you are still finding out what you are selling.

From The Mid-Market Illusion

Sources

Key ideas

Rules

  • Sales compensation should typically be a 50/50 base-to-commission split

    Hiring and incentivizing enterprise sales talent

    $1M to $10M: The enterprise sales playbook with Jen Abel

  • Keep outreach messages under four sentences to capture attention

    Crafting effective sales outreach that is relevant, counterintuitive, concise, and problem-focused

    The ultimate guide to founder-led sales | Jen Abel

  • Enterprise sales cycles can take 6-12 months, with regulated industries extending further

    Sales cycle length depends on founder proactivity, organizational complexity, and problem severity

    The ultimate guide to founder-led sales | Jen Abel

  • Enterprise sales should aim for ACVs between $75K and $150K

    Pricing strategy for enterprise sales, advising against smaller deals that don't justify the sales effort

    $1M to $10M: The enterprise sales playbook with Jen Abel

Principles

  • The founder is the product in early-stage sales

    Founders possess unique insights and experiences that resonate with the market in ways salespeople cannot replicate

    The ultimate guide to founder-led sales | Jen Abel

  • Vulnerability in sales encourages genuine feedback

    Being honest about early stage and willingness to learn helps uncover the market's true needs

    The ultimate guide to founder-led sales | Jen Abel